Title: Cephaloglycin
CAS Registry Number: 3577-01-3
CAS Name: (6
R,7
R)-3-[(Acetyloxy)methyl]-7-[[(2
R)-aminophenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Synonyms: 7-(2-amino-2-phenylacetamido)-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid acetate (ester); 7-(D-2-amino-2-phenylacetamido)-3-acetoxymethyl-D3-cephem-4-carboxylic acid; 7-(D-a-aminophenylacetamido) cephalosporanic acid
Trademarks: Kefglycin (Lilly)
Molecular Formula: C18H19N3O6S
Molecular Weight: 405.42
Percent Composition: C 53.33%, H 4.72%, N 10.36%, O 23.68%, S 7.91%
Literature References: Semi-synthetic cephalosporin antibiotic. Prepn:
BE 635137; F. W. Wall
et al., US 3422103 (1964, 1969 both to Glaxo);
GB 1017624 (1966 to Merck & Co.); Spencer
et al., J. Med. Chem. 9, 746 (1966); of D- and DL-forms:
GB 985747 (1965 to Lilly); Kurita
et al., J. Antibiot. 19A, 243 (1966). Metabolism and pharmacokinetics in man: J. Haginaka
et al., J. Antibiot. 33, 236 (1980).
Derivative Type: Dihydrate
CAS Registry Number: 22202-75-1
Trademarks: Kafocin (Lilly)
Properties: Crystalline powder, mp 223-250° (dec). uv max (2% DMF): 258 nm (E1%1cm 166). Isoelectric point and pH of maximum stability: 4.5.
Melting point: mp 223-250° (dec)
Absorption maximum: uv max (2% DMF): 258 nm (E1%1cm 166)
Therap-Cat: Antibacterial.
Keywords: Antibacterial (Antibiotics); ?Lactams; Cephalosporins.